A convenient synthetic route towards H-bisphosphinates?

Organic & Biomolecular Chemistry Pub Date: 2018-09-10 DOI: 10.1039/C8OB01878B

Abstract

A practical generalisable procedure to synthesize hydroxymethylene H-bisphosphinates has been optimised. Unlike previous reports, numerous alkyl (including an alendronate bisphosphinate analogue) or (hetero)aryl compounds were rapidly obtained in satisfactory to excellent yields. A side product could have been identified as a phosphino-phosphonate isomer and plausible mechanistic pathways are proposed here. Moreover to check the literature data, a pKa value study was also performed.

Graphical abstract: A convenient synthetic route towards H-bisphosphinates
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